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Electrochemical Enantioselective C–H Annulation by Achiral Rhodium(III)/Chiral Brønsted Base Domino Catalysis
ACS Catalysis ( IF 12.9 ) Pub Date : 2024-05-10 , DOI: 10.1021/acscatal.4c01886
Yanjun Li 1 , Jiawei Xu 1 , João C. A. Oliveira 1 , Alexej Scheremetjew 1 , Lutz Ackermann 1
Affiliation  

Rhodium(III)-catalyzed enantioselective C–H activation has emerged as a powerful tool for assembling enabling chiral molecules. However, this approach is significantly hampered by the cumbersome synthetic routes for preparing chiral rhodium catalysts. In sharp contrast, we herein report on an electrochemical domino catalysis system that exploits an achiral Cp*-rhodium catalyst along with an easily accessible chiral Brønsted base for an enantioselective C–H activation/annulation reaction of alkenes by benzoic acids. Our strategy offers an environmentally benign and most user-friendly approach for assembling synthetically useful chiral phthalides in good enantioselectivity, employing electricity as the sustainable oxidant.

中文翻译:


非手性铑 (III)/手性布朗斯台德碱多米诺催化的电化学对映选择性 C–H 成环



铑 (III) 催化的对映选择性 C-H 活化已成为组装手性分子的强大工具。然而,这种方法受到制备手性铑催化剂的繁琐合成路线的严重阻碍。与此形成鲜明对比的是,我们在此报道了一种电化学多米诺骨牌催化系统,该系统利用非手性 Cp*-铑催化剂以及易于获得的手性 Brønsted 碱,用于苯甲酸对烯烃的对映选择性 C-H 活化/成环反应。我们的策略提供了一种环境友好且最用户友好的方法,以良好的对映选择性组装合成有用的手性苯酞,使用电作为可持续氧化剂。
更新日期:2024-05-10
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